31 days in Massachusetts Itinerary

31 days in Massachusetts Itinerary

Created using Inspirock Massachusetts trip itinerary planner

Plan created by another user. Make it yours
1
Boston
— 10 nights
2
Westfield
— 3 nights
3
Sandwich
— 8 nights
4
Provincetown
— 7 nights

10
nights
Boston

Boston ©
Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Explore the numerous day-trip ideas around Boston: Walden Pond State Reservation (in Concord) and Salem (Peabody Essex Museum, Salem Witch Museum, &more). There's still lots to do: admire the natural beauty at Boston Public Garden, engage your brain at Museum of Science, walk around Boston Common, and browse the exhibits of Isabella Stewart Gardner Museum.

To find more things to do, traveler tips, where to stay, and tourist information, read Boston day trip planning site.

Melbourne, Australia to Boston is an approximately 26-hour flight. Due to the time zone difference, you'll gain 15 hours traveling from Melbourne to Boston. In May, plan for daily highs up to 22°C, and evening lows to 11°C. Finish your sightseeing early on the 11th (Mon) to allow enough time to travel to Westfield.

Things to do in Boston

Museums · Parks · Historic Sites

Side Trips

Salem, Concord, Cambridge, Beanstalk Adventure Ropes Course, Brookline Booksmith
Highlights from your plan
Boston Public Garden ©
Boston Public Garden
Museum of Science ©
Museum of Science
New England Aquarium ©
New England Aquarium

3
nights
Westfield

Westfield ©
Westfield is a city in Hampden County, in the Pioneer Valley of western Massachusetts, United States. You'll find plenty of places to visit near Westfield: Fenway Golf (in East Longmeadow), Village Bike Rentals (in Adams) and Norman Rockwell Museum (in Stockbridge). The adventure continues: stroll around Stanley park, explore the activities along Watershops Pond, admire the engineering at Barre Falls Dam, and stroll through Dr. Seuss National Memorial Sculpture Garden.

To see more things to do, ratings, and tourist information, go to the Westfield day trip tool.

Getting from Boston to Westfield by car takes about 2 hours. In May, daily temperatures in Westfield can reach 26°C, while at night they dip to 10°C. Cap off your sightseeing on the 14th (Thu) early enough to travel to Sandwich.

Things to do in Westfield

Parks · Outdoors · Trails

Side Trips

Springfield, Barre Falls Dam, Fenway Golf, Mass Central Rail Trail, Swift River Reservation
Highlights from your plan
Stanley park ©
Stanley park
Six Flags New England ©
Six Flags New England
Village Bike Rentals ©
Village Bike Rentals

8
nights
Sandwich

Sandwich ©
Sandwich is a town in Barnstable County, Massachusetts, United States. Change things up with these side-trips from Sandwich: New Bedford Whaling Museum (in New Bedford), Nickerson State Park (in Brewster) and Chatham (Monomoy National Wildlife Refuge & Chatham Lighthouse Beach). The adventure continues: take an in-depth tour of Plimoth Plantation, kick back and relax at Craigville Beach, don't miss a visit to Plymouth Rock, and engage your brain at Sandwich Glass Museum.

To see photos, maps, and more tourist information, read Sandwich trip planner.

You can drive from Westfield to Sandwich in 2.5 hours. Traveling from Westfield in May, expect nights in Sandwich to be about the same, around 9°C, while days are a bit cooler, around 21°C. Cap off your sightseeing on the 22nd (Fri) early enough to go by car to Provincetown.

Things to do in Sandwich

Parks · Outdoors · Museums

Side Trips

Plymouth, Falmouth, Yarmouth Port, Chatham, John F Kennedy Hyannis Museum
Highlights from your plan
Nickerson State Park ©
Nickerson State Park
Plimoth Plantation ©
Plimoth Plantation
Cape Cod Rail Trail ©
Cape Cod Rail Trail

7
nights
Provincetown

Provincetown ©
A small resort town with a year-round population of just 3,000, Provincetown draws nearly 60,000 annual visitors with its scenic beaches, art colonies, galleries, theaters, and shops.
Change things up with these side-trips from Provincetown: Chatham (Eldredge Public Library, Atwood Museum, &more), Nauset Inlet (in Orleans) and Eastham (Salt Pond Visitor Center & Coast Guard Beach). There's lots more to do: enjoy the sand and surf at Cape Cod National Seashore, browse the collection at Provincetown Library, tour the pleasant surroundings at Herring Cove Beach, and ponder the world of politics at Provincetown Town Hall.

To see photos, more things to do, maps, and other tourist information, you can read our Provincetown road trip site.

You can drive from Sandwich to Provincetown in 1.5 hours. Another option is to take a bus. In May, daytime highs in Provincetown are 20°C, while nighttime lows are 10°C. Finish up your sightseeing early on the 29th (Fri) so you can travel back home.

Things to do in Provincetown

Outdoors · Parks · Beaches

Side Trips

Chatham, Wellfleet, Eastham, Corn Hill Beach, Nauset Inlet
Highlights from your plan
Cape Cod National Seashore ©
Cape Cod National Seashore
Race Point Beach ©
Race Point Beach
Herring Cove Beach ©
Herring Cove Beach

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